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Ready For Retirement

Should We Sell Stocks to Make a Large Purchase?

Ready For Retirement

James Conole, CFP®

Investment Planning, Bonds, Education, Stocks, Cash, Business, Dividend Investing, Retirement Planning, Retirement, Investing, Tax Planning

5706 Ratings

🗓️ 26 December 2023

⏱️ 22 minutes

🧾️ Download transcript

Summary

Should you sell long-term stocks for a real estate investment? I walk through one listener’s question and explain what you need to consider before making such a decision. Aside from the obvious–is it a good financial investment–you also need to consider if it's a good emotional decision. Learn: ➡ The tax implications: how are capital gains taxed differently? ➡ How to compare the dividends of a bond to those of a property investment ➡ What important factors and questions need to be ca...

Transcript

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0:00.0

Welcome back to the Ready for Retirement podcast. Today's question comes from a listener who's wondering

0:03.7

if they should sell $450,000 worth of stock to purchase a vacation rental with potential $60,000

0:09.9

of annual income. It's a big decision with potentially serious financial and lifestyle implications,

0:15.9

so before they trade their stock for real estate, we need to dive into the necessary analysis

0:20.4

to see what

0:21.2

benefits the most in the long run. So I'll come up next on today's episode of Ready for Retirement.

0:29.5

This is another episode of Ready for Retirement. I'm your host, James Cannell, and I'm here

0:33.8

to teach you how to get the most of the life with your money. And now, on to the episode.

0:40.4

Today's question comes from a listener named Jim. Jim says, would it be wise to cash in my long-term

0:46.0

stocks to buy a vacation rental home? It would cost approximately $450,000 with a potential

0:52.1

yearly income of $60,000. Our current combined income is less than $60,000, and are both retired, receiving social security and small pensions. Also, what are the tax implications of selling the stocks? Thank you for any advice. Jim, thank you for your question. I do want to be clear. Anything I ever provide on this

1:11.4

podcast should never be construed as advice. It is just for illustrative purposes only.

1:15.6

But what we can do is take your question, provide some generalities, and provide a framework

1:19.7

of how to potentially think about this so that you can make the right decision for you.

1:25.2

There's always two things that I like to look at. When it comes to purchasing

1:28.3

real estate, number one, I want to ask, is this a good financial investment? And number two,

1:33.9

I want to ask, is this a good personal investment? Because sometimes when someone purchases

1:39.4

a real estate, specifically, if it's something like a second home or vacation home, they often want to know,

1:44.8

is this a good financial investment? And sometimes we'll run the numbers and we'll say, no,

1:48.5

this is a horrible financial investment. But you should do it anyways. I say you should do it anyways

1:54.4

because it would be a wonderful personal investment. Maybe there's a new family tradition you want

1:59.2

to start there. Maybe you're moving closer to

...

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